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Sodium Triacetoxyborohydride: Overview
Sodium triacetoxyborohydride (STAB) is a selective reducing agent commonly used in organic synthesis, particularly for the reductive amination of aldehydes and ketones with amines. It is milder than other reducing agents like sodium borohydride (NaBH₄) and is often preferred due to its selectivity and tolerance of a wide range of functional groups.
Chemical Structure and Properties
Chemical Name: Sodium triacetoxyborohydride
Molecular Formula: C₆H₁₀BNaO₆
Molecular Weight: 211.95 g/mol
CAS Number: 56553-60-7
Physical Properties: [TABLE]
[TR]
[/TR]
[TR]
[TD]Appearance[/TD]
[TD]White to off-white crystalline powder[/TD]
[/TR]
[TR]
[TD]Solubility[/TD]
[TD]Soluble in acetonitrile, DMF, DCM; reacts with water[/TD]
[/TR]
[TR]
[TD]Melting Point[/TD]
[TD]116-120
Sodium triacetoxyborohydride (STAB) is a selective reducing agent commonly used in organic synthesis, particularly for the reductive amination of aldehydes and ketones with amines. It is milder than other reducing agents like sodium borohydride (NaBH₄) and is often preferred due to its selectivity and tolerance of a wide range of functional groups.
Chemical Structure and Properties
Chemical Name: Sodium triacetoxyborohydride
Molecular Formula: C₆H₁₀BNaO₆
Molecular Weight: 211.95 g/mol
CAS Number: 56553-60-7
Physical Properties: [TABLE]
[TR]
[/TR]
[TR]
[TD]Appearance[/TD]
[TD]White to off-white crystalline powder[/TD]
[/TR]
[TR]
[TD]Solubility[/TD]
[TD]Soluble in acetonitrile, DMF, DCM; reacts with water[/TD]
[/TR]
[TR]
[TD]Melting Point[/TD]
[TD]116-120